Tricyclic heteroaromatic systems. Pyrazolo[3,4-c]quinolin-4-ones and pyrazolo[3,4-c]quinoline-1,4-diones: synthesis and benzodiazepine receptor activity.
Some pyrazolo[3,4-c]quinoline-4-ones 1-14 and pyrazolo[3,4-c]-quinoline-1,4-diones 15-17 were prepared and biologically evaluated for their binding at the benzodiazepine receptor (BZR) in rat cortical membranes. The moderate binding activity of 1-5, 7, 9-10, 13 is attributable to the lack of the optional proton acceptor at position-1, while the inactivity of the 1,4-dione derivatives 15-17 is due to the lack of the essential proton acceptor at position-3. These conclusions confirm the validity of our proposed pharmacophoric model.
Catarzi
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Dipartimento di Scienze Farmaceutiche, Università di Firenze, Italy.
Colotta
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Varano
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Cecchi
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L
Filacchioni
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G
Galli
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A
Costagli
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C
D000818:Animals; D008297:Male; D011720:Pyrazoles / Q000138:chemical synthesis / Q000378:metabolism*; D011804:Quinolines / Q000138:chemical synthesis / Q000378:metabolism*; D051381:Rats; D017207:Rats, Sprague-Dawley; D011963:Receptors, GABA-A / Q000378:metabolism*; D013329:Structure-Activity Relationship
D011720:Pyrazoles; D011804:Quinolines; D011963:Receptors, GABA-A